it is EXTREMELY important.
If you spy dirt, you can use a vac cleaner hose, or a garage airline, to clean it away before undoing the plug. If it is oily or sticky, clean that out with a brush and parafin or white spirit and dry it before removing the plug. The oiliness will prevent the dirt being sucked or blown away.
Modern cars usually have good dust covers to keep dirt out. If you drop anything substantial, like a nut, down the hole, you have to get it out before running the engine. A magnet might save you having to take the head off.
If you run the engine with grit and dust in, it will probably blow out fairly soon, but may score the bores and damage the valve seats on its way. Anything that doesn't blow out will bounce up and down on the piston and damage it, and/or the bores and/or the valves and seats.
BTW get some axle stands too. A jack can collapse and this will spoil your day.